Castlewood Travel Guide
Tourist Guide
Visit Castlewood
Popular places to visit
University of Kentucky
Take a campus tour or just explore the area of University of Kentucky during your travels in Lexington. Attend a sporting event or simply enjoy the lively bars while you're in the area.
Kentucky Horse Park
Enjoy a trip to Kentucky Horse Park and popular activities such as horse riding in Lexington. Attend a sporting event or simply enjoy the lively bars while you're in the area.
Fayette Mall
You can do some window-shopping at Fayette Mall during your trip to Lexington. Discover the area's acclaimed theatre scene or seek out its horse riding.
The Kentucky Castle
Enjoy a trip to The Kentucky Castle and popular activities such as horse riding in Versailles. Attend a sporting event or simply enjoy the lively bars while you're in the area.
Eastern Kentucky University
Enjoy the student vibe when you visit Eastern Kentucky University during your travels in Richmond. While in this family-friendly area, you can savour the top-notch restaurants.
Lexington Opera House
You can get tickets for a performance at Lexington Opera House during your stay in Lexington. Attend a sporting event or simply enjoy the lively bars while you're in the area.
Activities
Unique Horse Farm Tours with Insider Access to Private Farms
Bites of the Bluegrass Cocktails & Bites Tour
Lexington: Downtown Walking Food & History Tour
Experience Rebecca Ruth Chocolate Tour & Museum!
Distillery District Food & History Tour in Lexington
Groups: Makers Mark OR Buffalo Trace OR Woodford or Others
Our pick of the best Castlewood Hotel Deals
The Manchester
Room was more beautiful in person.
Reviewed on 3 Dec 2025
GuestHouse Lexington
It was good for an overnight stay, convenient to restaurants and good price.
Reviewed on 2 Dec 2025
Hyatt Regency Lexington
We enjoyed our stay and would recommend it to anyone!
Reviewed on 28 Nov 2025
Spark by Hilton Lexington Hamburg
Our stay was pleasant besides hearing a dog bark 3-4 times during the night it was uneventful.
Reviewed on 3 Dec 2025
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg
This place was very nice and clean place to stay very friendly staff and quiet
Reviewed on 30 Nov 2025
Embassy Suites by Hilton Lexington/UK Coldstream
There was construction. However, it was not bad at all! I would come back anytime.
Reviewed on 27 Nov 2025
Other neighbourhoods around Castlewood
North Upper Street
Though North Upper Street may not have many top sights, you can venture to the surrounding area to see attractions like Lexington Opera House and Rupp Arena.
Kenwick
While there might not be top attractions in Kenwick, you can explore the larger area and discover places like Ashland Henry Clay Estate and Singletary Center for the Arts.
Martin Luther King
If you're spending some time in Martin Luther King, Lyric Theatre and Cultural Arts Center and Downtown Arts Center are top sights worth seeing.
Northside District
While visiting Northside District, you might make a stop by sights like Lexington Opera House and Bluegrass Distillers Downtown Lexington.
Downtown Lexington
While visiting Downtown Lexington, you might make a stop by sights like Lexington Opera House and Rupp Arena.
Fairway
While Fairway may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Ashland Henry Clay Estate and Singletary Center for the Arts.
